
Holiday rentals with a pool in James Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in James Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Relax and Unwind in a Stylish Beachfront Villa
Enjoy breathtaking beachfront sunrises and dining at a cozy table on your own covered balcony. The private pier and pool are only steps away from the ocean. View stunning sunsets and Sullivan's Island Lighthouse from the bedroom and entrance. Nautical decor, premium vinyl plank floors, and shiplap walls coalesce within this bright apartment retaining an ethos of southern charm. The gourmet kitchen is well-equipped with full-size appliances, ice-maker, filtered water dispenser, granite countertop, under-counter lighting and a convenient coffee bar with multiple brew options! The panoramic ocean views are the best available at Sea Cabins! Located on the 3rd floor, it's just 3 doors from the end of building C. Enjoy beautiful sunrises right from the living room, kitchen, or balcony, and sunset views of Sullivan's Island Lighthouse from the front door or bedroom window. You will have private access to the beach, community pool, and fishing pier. Island shopping, restaurants, groceries and entertainment are just steps away! It is conveniently located near Mt. Pleasant, Shem Creek, and historic downtown Charleston, giving you unlimited choices for dining, shopping, and entertainment. This home sleeps 4 with a queen size bed and a queen sleeper sofa with memory foam mattress. Enjoy your meals at the bar or on the balcony. Outdoor grilling facilities and picnic tables are also available. The pool-house features private bathrooms and a coin-operated laundry. Access by stairs only (no elevator). Full Absentee host The apartment is located in Isle of Palms, a city on the slender barrier island of the same name. It’s known for its beaches backed by condos and eateries. Sea turtles nest in the area. A nearby park includes a beach, picnic areas, and a playground. Dining, shopping, and entertainment within walking distance. Only a short drive to historic Charleston, SC! Please be aware that the property has a Ring video doorbell on the premises (at the front door). There are no cameras/surveillance devices inside the home or on the balcony.

Salt of the Island Retreat w/ Pool on the Lake
Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

Villa overlooking Charleston close to Folly Beach
Nestled in a bird sanctuary on an oak filled tidal creek lot with expansive porch views of Charleston harbor, come share a coffee with friends and family and watch a spectacular marsh morning sun rise. Located minutes to the famous "Edge of America" Folly Beach, beach chairs, coolers and towels are provided for an enjoyable beach excursion. Centrally located, you are a short trip to historical Charleston, James Island County Park Splash Zone, and neighboring barrier islands. Off street parking.

Little Oak Love | 5 Minutes to Folly | Marsh Views
Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor, two-bedroom, two-bath condo offers stunning views from almost every room, and ultimate privacy. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Plus, you're only a 20-minute drive from historic Downtown Charleston. This condo is perfect for the ultimate Lowcountry vacation experience!

Folly River Walk Everywhere, Pool, and Dock
Enjoy laid back Folly Beach Lifestyle Walking distance from the beach, restaurants, and shops. 3 bedrooms each with its own bath make it the perfect space! Enjoy the community dock and pool! Inside the home the kitchen has been renovated and is a great open layout to enjoy friends and family. Ditch the cars once you arrive though! Walk, bike, or rent a golf cart for the week! Enjoy the best sunsets from the pool or dock after a day at the beach! *Please no animals due to family allergies*

CHS Golfview Guest house - Poolside Retreat
Stay at The Golfview Guest House, a peaceful 2BR, 1.5BA retreat on the 10th hole of Charleston’s award-winning Municipal Golf Course, “The Muni.” Enjoy a full kitchen, bright living area, and sleeping for four (1 queen, 2 twins). Relax by the pool or take in golf-course views in Riverland Terrace, one of Charleston’s most beloved neighborhoods. Just 10 min to downtown and 9 miles to Folly Beach, this spot offers privacy, comfort, and Southern charm — ideal for families, couples, or friends.

Indigo House Poolside Retreat
Indigo House Poolside Retreat is a bright, beachy & bohemian space that is perfect for your stay in beautiful Charleston! This one bedroom pool house apartment is located in the heart of James Island, just 10 minutes from the downtown peninsula and 15 minutes from Folly Beach. It can sleep up to four adults and includes a full kitchen with incredible outdoor space including a salt water pool and a gas fire pit. While the pool house is located in the owners' backyard, it feels very private.

The Oasis (Charming, Close, Sleeps 5)
The Oasis is a beautiful and comfortable townhome in Charleston, SC. This 2 bedroom, 2.5 bath sleeps 5 people. The airport, beach, downtown, golf courses, & concert venues are all approx. 20 min away. After enjoying Charleston's restaurants, tours, shops, beaches, golf, & entertainment, relax at The Oasis w/ 3 Roku TVs (70", 43", 43"). Drift off to dreams w/ King, Queen, Twin Loft, & Queen Sleeper Sofa options. Also enjoy a fully equipped kitchen. There is pool access in warmer weather.

Amzing Views-Heated Pool-HotTub-walk to beach
Come enjoy the most stunning views on Folly! With four private patios, a Private heated Plunge pool, a hot tub, and plenty of area's to relax - all overlooking the quiet, serene marsh; you are able to see amazing wildlife all around you while in complex relaxation mode. With two king beds, two queen beds, a bunkbed and 3 full bathrooms - there should be plenty of room. Enjoy tons of games, Golf hitting bay, darts, ping pong , swings and kids play area! STR23-0364799CF LIC00726

Private Pool Oasis • Walk to Folly Beach
Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

2500SF Downtown 1849 home w/ pool!
The perfect Oasis in the middle of the Peninsula... Come home to this 2,500 SF c.1849 historic property and take a dip in the pool after a long day walking around or relax and have a cocktail on the balcony. Walk out the door and explore Cannonborough-Elliotborough and some of the best restaurants the City has to offer. Off-street parking for 1-2 vehicles is provided, a rarity downtown. We are a legal City licensed short-term rental 2026 OP. 07096.

Boho Bungalow | Private Oasis w. Plunge Pool
Escape to this enchanting brick cottage just moments from the harbor where historic charm meets modern comfort. Cozy up in the inviting living spaces with warm tones and exposed brick or relax in the private garden just outside. A charming bedroom awaits and you’ll adore the fully equipped kitchen perfect for intimate meals. Now featuring a brand-new dipping pool with jacuzzi-style jets and the option to heat or cool for year-round enjoyment.
Popular amenities for James Island rentals with a pool
House rentals with a pool

Private Entrance Suite w/ pool, 5 min from beach

Pristine Townhouse - Beach, Charleston, Pool, Fun

Luxe Pool Retreat | Between Folly + Downtown CHS

Coastal Family Getaway, Heated Pool

Gorgeous home one block from beach w/ heated pool

The Endless Summer-Hot Tub-7 beds

Beach House- 0.4 Miles from the Ocean STR25-000614

Renovated House w/ Pool, Sauna,Gym,Outdoor shower!
Condo rentals with a pool

Riverside Condo with Marsh View Balcony

Key Lime Condo

Beachside Port O'Call Summer Specials!

Cozy Coastal Crib near Downtown and the Beach!

Beautifully Transformed Upper Level Deluxe Villa

Beachy Isle of Palms Studio! Close walk to BEACH!

Stylish Ocean Front Sanctuary

Upper Level Villa; Bright & Modern - Beach/Pools
Other holiday rentals with a pool

Pet Friendly IOP Beach House Private Pool and Golf Cart!!!

Cozy Coastal Loft

Great "Newly" Listed Villa with Stunning Kitchen

Spacious James Island 4br/3.5ba House with Pool!

The Robin ~ Riverfront Bungalow ~ EV Charger

Charming Home with Private Pool + Marsh Views

Folly Oasis | Cozy Beachside Home + Pool

Country in the City, "The Outback"
Destinations to explore
- St Johns River Holiday rentals
- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Charleston Holiday rentals
- Gatlinburg Holiday rentals
- Charlotte Holiday rentals
- Hilton Head Island Holiday rentals
- Savannah Holiday rentals
- Jacksonville Holiday rentals
- Cape Fear River Holiday rentals
- Pigeon Forge Holiday rentals
- Rentals with beach access James Island
- Townhouse rentals James Island
- Waterfront rentals James Island
- Fitness-friendly rentals James Island
- Rentals with lake access James Island
- Boutique hotels James Island
- Bed and breakfasts James Island
- Rentals with a washing machine and dryer James Island
- Rentals with a kayak James Island
- Condo rentals James Island
- House rentals James Island
- Rentals with a fire pit James Island
- Rentals with a hot tub James Island
- Villa rentals James Island
- Private suite rentals James Island
- Apartment rentals James Island
- Rentals with an EV charger James Island
- Pet-friendly rentals James Island
- Rentals with a fireplace James Island
- Beachfront rentals James Island
- Rentals with a patio James Island
- Family-friendly rentals James Island
- Rentals with outdoor seating James Island
- Guesthouse rentals James Island
- Rentals with breakfast James Island
- Rentals with pools Charleston County
- Rentals with pools South Carolina
- Rentals with pools United States
- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
- Hunting Island State Park Beach
- James Island County Park
- Bulls Island
- Waterfront Park
- Shem Creek Park
- College of Charleston
- Hampton Park
- Riverfront Park
- North Charleston Coliseum & Performing Arts Center
- Rainbow Row
- Middleton Place
- Angel Oak Tree
- The Charleston Museum
- White Point Garden
- Magnolia Plantation & Gardens
- Morris Island Lighthouse
- Edisto Beach State Park
- Gibbes Museum of Art
- Hunting Island State Park
- Boone Hall Plantation
- Children's Museum of the Lowcountry
- Things to do James Island
- Sightseeing James Island
- Nature and outdoors James Island
- Tours James Island
- Sports activities James Island
- Food and drink James Island
- Things to do Charleston County
- Food and drink Charleston County
- Tours Charleston County
- Nature and outdoors Charleston County
- Sightseeing Charleston County
- Art and culture Charleston County
- Sports activities Charleston County
- Things to do South Carolina
- Sports activities South Carolina
- Tours South Carolina
- Food and drink South Carolina
- Art and culture South Carolina
- Nature and outdoors South Carolina
- Entertainment South Carolina
- Sightseeing South Carolina
- Things to do United States
- Sightseeing United States
- Nature and outdoors United States
- Food and drink United States
- Tours United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Entertainment United States





